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From94US$ /night
Check-in
23Feb2026Select date
Check-out
24Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview and Details

333 Front Royal Pike, Winchester, Virginia, United States, 22602
-
Near the Old Town
Great
8.8
9.0
/10
3.9
4.2
/5

Amenities

Holiday Inn Winchester Southeast-Historic Gateway offers over 2,000 square feet of meeting space, ideal for corporate events. Guests can enjoy an indoor pool and a fitness center that is open 24 hours a day. For convenience, a 24-hour business center is available along with a convenience store for snacks and sundries.

Rooms

The hotel includes guest rooms equipped with a 32-inch LCD HDTV and high-speed wireless internet access. Each room also has a refrigerator and a comfortable lounge chair. Business travelers can benefit from oversized desks with ergonomic seating and speakerphones.

Location

Located just two miles from Old Town Winchester, the hotel serves as a convenient base for exploring local attractions. The hotel allows easy access to the Valley's top sites such as the Museum of the Shenandoah Valley and Luray Caverns. Nearby golf options include Blue Ridge Shadows Golf Club.

Dining

Kem's Restaurant offers a full American breakfast and dinner daily. Children ages 18 and under stay and eat free when sharing their parents' room. Room service is available to enhance the dining experience within the comfort of guest rooms.

Family-Friendly Features

Children under 18 can stay for free when sharing a room with parents. Up to two kids under 11 years old eat for free per adult from the main menu at any on-site restaurant. The hotel facilitates family visits by providing connecting rooms for larger groups.

Highlights

Location: 2 miles from Old Town Winchester

Amenities: Heated indoor pool & fitness center

Dining: Kem's Restaurant offers breakfast & dinner

Business: Over 2,000 square feet of meeting space

Family: Kids stay and eat free

Parking: Complimentary parking available

Must-do experiences

  • Explore the historic downtown on the Old Town Walking Tour.
  • Visit the Museum of the Shenandoah Valley for art and gardens.
  • Try the famous apple butter at the local farmer's market.
  • Don't miss a ghost tour for thrilling tales of Winchester's past.
  • Enjoy locally brewed beer at the Winchester Brew Works nearby.
View all

Choose Your Room Category

The hotel offers a range of accommodations including doubles, family rooms, and suites—plus breakfast, free cancellation, and special rates.
Standard Queen Room Two Queen Beds
2 persons
305 sq. feet 
2 King Size Beds
Heating
Air conditioning
Standard King Room
2 persons
315 sq. feet 
1 King-size bed
Heating
Air conditioning
King Suite
2 persons
510 sq. feet 
1 King-size bed
Heating
Air conditioning
Standard Room
2 persons
305 sq. feet 
2 Double beds
Heating
Air conditioning
Click button to see more rooms
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Room Availability and Pricing Calendar

Find available rooms and check today's best prices!

Facilities

This hotel provides premium amenities for a memorable and relaxed stay
Facilities: Great
8.9/10Review score

General

  • No smoking on site
  • Free Wi-Fi
  • Free parking
  • Safe deposit box
  • 24-hour reception
  • Express check-in/ -out
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Luggage storage
  • Allergy-free rooms
  • Lift
  • ATM/Cash machine
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Sports & Fitness

  • Fitness centre
  • Hiking
  • Horseback riding
  • Cycling
  • Golf course
  • Fishing

Services

  • Housekeeping
  • Laundry
  • Dry cleaning
  • Shops/Commercial services
  • Welcome drink
  • Happy hour

Dining

  • Restaurant
  • Snack bar
  • Bar/ Lounge area

Business

  • Business centre
  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Children's menu

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Indoor swimming pool
  • Sun terrace
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Free toiletries
  • Sink

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Carpeted floor
Show more

Dining Onsite

Indulge in delightful dining experiences at the Holiday Inn Winchester Southeast-Historic Gateway, where Kem's Restaurant offers a heartwarming taste of American cuisine in a family-friendly setting. Guests can also unwind with locally sourced beverages and serene vineyard views just moments away at the James Charles Winery & Vineyard.
Holiday Inn Winchester Southeast-Historic Gateway By Ihg Restaurant photo
Holiday Inn Winchester Southeast-Historic Gateway By Ihg Restaurant photo

Kem's Restaurant

American
Ambiance
Family-friendly atmosphere, perfect for all ages.
Key Offerings
Enjoy hearty American classics with options that cater to the younger crowd, as kids 11 and under eat free from the main menu. Breakfast is served to fuel the day.
Reservation
No
Open daily from 06:30 to 09:30.

James Charles Winery & Vineyard

Local wines and casual dining
Ambiance
Relaxing outdoor space surrounded by scenic vineyard grounds, apple orchards, and rolling hills.
Key Offerings
Sip on refreshing cocktails from a full-service bar while taking in the breathtaking landscape and try a selection of locally brewed beers and Virginia wines.
Reservation
No
Hours vary.

Hotel Location

333 Front Royal Pike, Winchester, Virginia, United States, 22602
Map view
333 Front Royal Pike, Winchester, Virginia, United States, 22602
Nearby
Church
Calvary Church of the Brethren
2000 ft
Restaurants
Throx Market
3200 ft
1016 Millwood Ave.
Five Guys
3.1 mi
579 Adams Drive
Hibachi Grill & Supreme Buffet
4400 ft
1080 Millwood Pike
Chick-fil-A
2.9 mi
2230 S Pleasant Valley Rd
Explore Winchester
Explore Winchester's Highlights
Top Attractions
Activities
Dining
Entertainment
Patsy Cline Historic House
Patsy Cline Historic House
10 minutes' drive
Patsy Cline's childhood home showcases her memorabilia and offers guided tours, highlighting the life of this music icon.
Shenandoah Valley Discovery Museum
Shenandoah Valley Discovery Museum
10 minutes' drive
An interactive oasis for families, this museum features hands-on exhibits about the local history and natural environment.
Museum of the Shenandoah Valley
Museum of the Shenandoah Valley
10 minutes' drive
Spanning art, history, and gardens, this museum offers exhibitions and scenic landscapes ideal for a cultural outing.
Abrams Creek Wetlands Preserve
35 minutes walking
Perfect for nature lovers, this preserve features trails and wildlife observation areas, ideal for leisurely walks.
Hiking at Great Shenandoah National Park
20 minutes' drive
Adventure seekers can hike scenic trails at this nearby national park, offering breathtaking views and diverse landscapes.
Throx Market
Throx Market
12 minutes' walk
A casual spot offering hearty sandwiches and gourmet market goods, perfect for a quick bite or a relaxed meal.
Dunkin'
20 minutes' walk
Famed for coffee and donuts, this popular café is a convenient stop for breakfast on the go or casual dining.
AMC Apple Blossom 12
15 minutes walking
Enjoy the latest movies at this modern cinema, with comfortable seating and a variety of concessions available.
Ohrstrom-Bryant Theatre
15 minutes' walk
This intimate venue hosts a range of performances, from theater to classical music, appealing to all age groups.
Navigating city
City Centre
Winchester6 min  ·  2.1 mi
Airports
Hagerstown Regional Airport (HGR)123 min  ·  50.8 mi
Calverton (CTO)125 min  ·  51.5 mi
Bus
Bus stop9 min  ·  2300 ft
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 12 pm
Guest Parking
Public parking is possible on site for free.
Internet
is available in for free.
Breakfast
The hotel offers a full breakfast at the price of US$15 per person per day. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are allowed on request.
Number of floors:
5
Number of rooms:
130
Former name
Holiday Inn SE Historic Gateway

Guest Reviews and Hotel Ratings

Honest Guest Feedback Based on Real Stays
Review score
Based on 316 verified reviews
8.8/10
Great
85%
Recommend
Breakfast
9.3/10
Cleanliness
9.1/10
Comfort
9.0/10
Facilities
8.9/10
Free Wi-Fi
8.0/10
Location
9.0/10
Paid Wi-Fi
8.9/10
Staff
9.1/10
Value for money
8.7/10
Pros
Friendly staff
Good location
Comfortable room
Good service
Cons
Closed restaurant
Guest reviews
based on 322 reviews
8.8/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Questions of the users
About Holiday Inn Winchester Southeast-Historic Gateway By Ihg
Is the hotel easily accessible from Route 81?
10 March 2024
Yes, the hotel is conveniently located just off exit 313.
Are there any rooms with jacuzzi tubs available?
15 April 2024
Rooms do not feature jacuzzi tubs; however, other amenities are offered for comfort.
Can guests from other states stay at this hotel? Is breakfast included?
22 May 2024
Out-of-state guests are welcome. Currently, the restaurant is closed, so breakfast is not being served.
Are military service animals allowed at the hotel?
30 June 2024
The hotel is welcoming to service animals.
What are the pool closing hours?
10 July 2024
The swimming pool is open until 10:00 PM.
Are shampoo and shower gel provided in guest rooms?
25 August 2024
Yes, complimentary shampoo and shower gel are provided in each guest room.
Is there a refundable damage deposit requirement at check-in?
15 September 2024
A damage deposit of $75 is required at check-in and will be released upon check-out.
Does the hotel allow dogs to stay?
02 October 2024
Only service dogs are permitted; the hotel does not accept pets.
How far is the hotel from Interstate 81?
12 November 2024
The hotel is located less than 1 kilometer from Interstate 81, both north and southbound.
Can you provide information on paid phone services?
20 December 2024
There is a charge of 13 pence per minute plus the phone company's access fee.

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Check-in
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Rooms and Guests2 Guests, 1 Room

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Holiday Inn Winchester Southeast-Historic Gateway By Ihg Exterior photo

Holiday Inn Winchester Southeast-Historic Gateway By Ihg

8.8
Great322 reviews
2.1 mi from center
85 US$
94 US$
per night
Mobile-only price